Middletown, NY Homes for Sale under $400,000

Looking for one-story living in a private dead end street, look no further as you have found it! Beautiful hardwood floors welcome you into a living room with plenty of window light followed by an eat-in kitchen that has been fully equipped with gorgeous stainless steel appliances, new counters and plenty of cabinet space. Three spacious bedrooms with plenty of closet space and a beautiful tiled

Sandra Arnez Keller Williams Hudson Valley

Welcome to 20 Dubois Street! Beautifully maintained split-level home located just minutes from SUNY Orange. This move-in-ready home features hardwood floors, a sun-filled living room, and a formal dining room. The updated designer kitchen offers upgraded hardware, a stylish backsplash, and a skylight for added natural light. The home includes four generously sized bedrooms, updated bathrooms with

Isaiah Lopez Keller Williams Hudson Valley

LOCATION, LOCATION, LOCATION! Don’t miss this charming 3 Bedroom, 1.5 Bathroom Two-Story Home located in the heart of Middletown and within the Middletown School District. This home offers unbeatable convenience—just minutes from local restaurants, shopping centers, banks, healthcare facilities, and postal services. Situated close to elementary and secondary schools, and just blocks from Orange

Richard Baxter Keller Williams Realty

Rare opportunity to own two homes next door to each other in the Pine Bush School District. This one-owner 1986 ranch offers 3+ bedrooms and 2+ baths with a finished walk-out lower level. Main level features an eat-in kitchen, dining room, and spacious living room. Lower level includes a private primary bedroom and additional finished space suitable for extended living. Property includes a 3-car

Joseph Rubeo Keller Williams Hudson Valley

Welcome to this charming 2-story townhouse-style condo nestled in the Spring Hollow community. It features 2 bedrooms and 1.5 bathrooms. The main level includes a spacious living room, a cozy eat-in kitchen, and a convenient half bath. The kitchen features cream-colored cabinets, granite countertops, and a tile backsplash. It includes stainless steel appliances, a center island for extra

Jie Liu Keller Williams Hudson Valley

Mountainside Hills in Middletown offers this townhouse-style condo featuring 3 bedrooms and 2.5 bathrooms. The main level provides a comfortable and functional layout with a spacious living room, a dining area, and a convenient half bath. Sliding glass doors lead to the rear deck, offering a nice space for outdoor relaxation. The kitchen offers generous cabinet and counter space and tile

Jie Liu Keller Williams Hudson Valley

A Truly Unique Opportunity – Live, Work, or Both!Welcome to a property that perfectly blends charm, function, and versatility. This special offering is not only a wonderful place to call home but also provides incredible potential to operate your own business—all in a convenient, easily accessible location.Currently configured as a single-family residence with mixed-use potential, this

Frank Muccari Cronin & Company Real Estate

Charming two-story home in the heart of Middletown! This spacious residence offers a welcoming front porch, perfect for relaxing evenings, and a practical layout filled with natural light. The home features multiple bedrooms, ample living space, and a generous yard with off-street parking. Located in a convenient neighborhood close to schools, shopping, dining, and major highways, this property

Anthony Rivas Keller Williams Hudson Valley

This beautifully updated Cape Cod–style single-family home offers 3 bedrooms and 2.5 baths, including a generous first-floor primary suite. The main level features a spacious living room with a fireplace, a formal dining room, and an elegant kitchen with granite and wood countertops along with stainless steel appliances. High ceilings, detailed moldings, a full bath, and a convenient laundry area

Jonathon Lee Keller Williams Hudson Valley

Welcome home to this 3-bedroom, 1.5-bath end-unit townhouse, where convenience meets comfort. The expansive living room serves as the heart of the home, featuring large glass sliders that transition seamlessly to a sprawling backyard—perfect for weekend BBQs or a peaceful afternoon in the sun. Upstairs, the primary suite is a true retreat, boasting private doors that lead to your own personal

Pedro Garcia Curasi Realty, Inc.

A must see home! This beautiful colonial home will have everything brand new - from the exterior: roof, sidings, windows, porch, deck to the interior: kitchen, all walls with plumbing and electrical lines, kitchen with brand new cabinets, countertops and appliances: refrigerator, oven/range, microwave and dishwasher, beautiful bathrooms with tiles, hardwood floorings - all NEW. Featuring 3

Anita S. Cristiano HomeSmart Homes & Estates

Move right into this well-maintained 3-bedroom, 2-bath townhouse located in the desirable Middletown School District. Major exterior upgrades completed in 2023, including a new roof, new siding, and new windows, giving buyers peace of mind for years to come. Inside, you’ll find updated flooring throughout, a functional layout, and gas heat (no oil). The fenced-in backyard and covered porch

Derek Greene Greene Realty Group

Welcome to 16 Liberty Street, a charming home ideally located in the heart of Middletown. This inviting property offers a comfortable layout with bright living spaces and a warm, welcoming feel—perfect for everyday living or investment potential. Inside, you’ll find generously sized rooms, natural light throughout, and a flexible floor plan ready to accommodate your lifestyle. The outdoor space

Minnie Thomas Keller Williams Hudson Valley

Welcome to this beautifully renovated townhouse-style condo offering 2 bedrooms and 1.5 bathrooms. The bright, open-concept kitchen features brand-new appliances and flows seamlessly into a spacious living room filled with natural light from the sliding glass doors. Step outside to a private backyard patio—perfect for relaxing or entertaining. Upstairs, you’ll find two well-designed bedrooms,

Xiaohui Cui Keller Williams Hudson Valley

Cute as a Button! Town of Wallkill now offers this starter home that can turn into that turn-key investment property that you’ve been searching for. Look no further as you have found it! An enclosed porch leads you into a living room followed by an eat-in kitchen that has been fully remodeled and equipped with fresh out the box stainless steel appliances, granite counters and backsplash. New

Sandra Arnez Keller Williams Hudson Valley

Light-filled home offering peace & serenity situated on a large, flat grassy lot. This warm home has many upgrades including new siding, almost new roof, many new windows, re-finished hardwood flooring, and more. Easy, one level living offers you a convenient layout with living room, dining room, two good size bedrooms, finished attic with extended living space(bedroom, office etc), unfinished

Silvana Milinovich RE/MAX Prime Properties

Looking for something different? This spacious 4 bedroom 2 full bath contemporary raised ranch in the Town Of Wallkill just may be what you are looking for ! Open living room with cathedral ceilings & hardwood flooring. First floor primary bedroom & primary bath. Upper level has hardwood flooring through out with 3 bedrooms & a full bath. Family room on lower level. Rear deck overlooking your

Ernie Acampora River Realty Services, Inc.

Opportunity knocks in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

Neven Spralja Realhome Services & Solutions, Inc

Welcome to this beautifully maintained 2-bedroom, 1-bath ranch-style home in the heart of Middletown! This charming property offers comfort, convenience, and thoughtful updates throughout. The spacious deck was redone last summer. The eat-in kitchen, full bathroom, along with updated insulation and sheetrock on main floor. Nice sized bedrooms and a full basement offering abundant storage space

Withney Felim R2M Realty Inc.